Title: Adventure Vacations in Southwest Florida 2026 | Expedia.ca

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# Southwest Florida Adventure Vacations

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## Flight and Adventure hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,308

per person

Jan 23 - Jan 26

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $3,732

per person

Feb 22 - Mar 1

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Absolutely immaculate! The sand is like powder! Staff can not do enough to make your stay memorable!

Reviewed on Dec 13, 2025

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pink Shell Beach Resort and Marina

CA $1,518

per person

Jan 18 - Jan 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (1,159 reviews)

Pink Shell was amazing. The room was awesome. The beach and pool were great. The food was wonderful. All in all this resort was perfect for our anniversary and we will definitely be back.

Reviewed on Dec 18, 2025

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $4,433

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Grande Beach Resort

Park Shore

CA $2,057

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9/10 Wonderful! (1,980 reviews)

Hotel is great, room spacious, nice welcoming lobby Pool very nice , restaurant look very but no customer for dinner only 6 people including us The food was bad , I don’t like to complaint normally But we ordered a fried calamari , the portion was very small re-heated dry and don’t test fresh at all I returned, I order also Mussels with chorizo was very salty , my wife order as burger and was ok But the burger they served in beach restaurant was must better Breakfast was excellent with nice presentation The restaurant staff was nice

Reviewed on Dec 15, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,308

per person

Jan 23 - Jan 26

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $4,433

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Naples

Pelican Bay

CA $4,352

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

beautiful old world style hotel with modern amenities. Heated pools, great beach side restaurant, fabulous signature restaurant the Grille.

Reviewed on Dec 16, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pink Shell Beach Resort and Marina

CA $951

per person

Jan 23 - Jan 26

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (1,159 reviews)

Pink Shell was amazing. The room was awesome. The beach and pool were great. The food was wonderful. All in all this resort was perfect for our anniversary and we will definitely be back.

Reviewed on Dec 18, 2025

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,308

per person

Jan 23 - Jan 26

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $1,496

per person

Feb 1 - Feb 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Absolutely immaculate! The sand is like powder! Staff can not do enough to make your stay memorable!

Reviewed on Dec 13, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

CA $1,573

per person

Jan 22 - Jan 26

found 12 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Absolutely immaculate! The sand is like powder! Staff can not do enough to make your stay memorable!

Reviewed on Dec 13, 2025

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $4,433

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Grande Beach Resort

Park Shore

CA $2,057

per person

Feb 18 - Feb 22

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9/10 Wonderful! (1,980 reviews)

Hotel is great, room spacious, nice welcoming lobby Pool very nice , restaurant look very but no customer for dinner only 6 people including us The food was bad , I don’t like to complaint normally But we ordered a fried calamari , the portion was very small re-heated dry and don’t test fresh at all I returned, I order also Mussels with chorizo was very salty , my wife order as burger and was ok But the burger they served in beach restaurant was must better Breakfast was excellent with nice presentation The restaurant staff was nice

Reviewed on Dec 15, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Adventure Hotels in Southwest Florida

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

- 2 hours drive from Siesta Key Beach

Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...

8.6/10 Excellent! (2,582 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

[](https://expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information)

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL

- 2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...

9.4/10 Exceptional! (1,196 reviews)

Pink Shell was amazing. The room was awesome. The beach and pool were great. The food was wonderful. All in all this resort was perfect for our anniversary and we will definitely be back.

Reviewed on Dec 18, 2025

[](https://expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information)

![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

- 2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...

8.6/10 Excellent! (1,000 reviews)

early quick friendly clean

Reviewed on Dec 7, 2025

[](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information)

[See all 46,246 properties in Southwest Florida](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6233839)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[

Southwest Florida Hotels

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Southwest Florida Car Rentals

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